EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:136927 - 2-hydroxylinoleic acid

ChEBI IDCHEBI:136927
ChEBI Name2-hydroxylinoleic acid
Stars
DefinitionA 2-hydroxy fatty acid derived from linoleic acid.
Last Modified17 April 2018
Submittermwilliams
DownloadsMolfile
FormulaC18H32O3
Net Charge0
Average Mass296.451
Monoisotopic Mass296.23514
SMILESCCCCC/C=C\C/C=C\CCCCCCC(O)C(=O)O
InChIInChI=1S/C18H32O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17(19)18(20)21/h6-7,9-10,17,19H,2-5,8,11-16H2,1H3,(H,20,21)/b7-6-,10-9-
InChIKeyAFDSETGKYZMEEA-HZJYTTRNSA-N
Species of MetaboliteComponentSourceComments
Arabidopsis thaliana (ncbitaxon:3702)
- PubMed (27656890)
- MetaboLights (MTBLS272)
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
PPARgamma agonist  A PPAR modulator which activates the peroxisome proliferator-activated receptor-γ.
PPARalpha agonist  A PPAR modulator which activates the peroxisome proliferator-activated receptor-α.
Arabidopsis thaliana metabolite  Any plant metabolite that is produced by Arabidopsis thaliana.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
2-hydroxylinoleic acid (CHEBI:136927) has functional parent linoleic acid (CHEBI:17351)
2-hydroxylinoleic acid (CHEBI:136927) has role Arabidopsis thaliana metabolite (CHEBI:140602)
2-hydroxylinoleic acid (CHEBI:136927) has role antineoplastic agent (CHEBI:35610)
2-hydroxylinoleic acid (CHEBI:136927) has role PPARα agonist (CHEBI:70782)
2-hydroxylinoleic acid (CHEBI:136927) has role PPARγ agonist (CHEBI:71554)
2-hydroxylinoleic acid (CHEBI:136927) is a 2-hydroxy fatty acid (CHEBI:10283)
2-hydroxylinoleic acid (CHEBI:136927) is a HODE (CHEBI:36328)
2-hydroxylinoleic acid (CHEBI:136927) is a long-chain fatty acid (CHEBI:15904)
IUPAC Name 
(9Z,12Z)-2-hydroxyoctadeca-9,12-dienoic acid
Synonyms  Source
ABTL-0812ChemIDplus
alpha-Hydroxylinoleic acidChemIDplus
ABTL0812ChemIDplus
2-hydroxy-9Z,12Z-Octadecadienoic acidLIPID MAPS
α-Hydroxylinoleic acidLIPID MAPS
(9Z,12Z)-2-hydroxyoctadecadienoic acidChEBI
Manual XrefsDatabases
LMFA02000290LIPID MAPS
Registry NumbersSources
Reaxys:27883686Reaxys
CAS:57818-44-7ChemIDplus
Citations